
Vacation rentals with a pool in Winchester
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Winchester
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Family Friendly/ Close of Strip/Hot Tub & Driveway
NO PARTIES OR EVENTS. SHOW ID ON CHECK-IN. "QUIET HOURS" BETWEEN 10PM-9AM. NO VISITORS ALLOWED. DO NOT SLEEP IN THE SOFA AT THE LIVING ROOM AREA . WE HAVE AIR BED. NO PETS ALLOW Beautiful kitchen with NEW appliances. New washer and dryer. Amazing back yard and barbecue are with large pool (8 ft deep) Close to strip, the convention center, and arts district. Spend your days at the casinos and your nights on the beautiful backyard. DO NOT SLEEP IN THE SOFA WE HAVE AIR MATTRESS IN THE CLOSET

TRUMP TOWER (51st Floor) - View of Las Vegas Strip
Luxury at an affordable price! Amazing views of the Las Vegas Strip, The Sphere, city and mountains. The studio unit comes with a King-sized bed and a sofa that folds out to a queen. The kitchenette has appliances by Wolf, Bosch and Sub-Zero. Glassware, silverware and plates are not included. The bathroom is done with twin sinks, Italian marble. Large shower and jacuzzi tub. Enjoy WiFi and access to the pool and fitness center. Walking distance to the Strip and adjacent to the Fashion Show Mall.

Captivating City Views
Enjoy the comfort of knowing exactly what room you’ll be staying in by booking directly with us! Enjoy this rare corner suite at Palms Place Hotel featuring a wrap around 60 foot balcony offering sweeping views of the Las Vegas strip!Bask in the views of the twinkling lights as the sun slowly sets. There is a convenient indoor walkway that will take you to the action of the Palms casino floor and all the amenities that the resort has to offer!Revel in the suite life with this unforgettable stay!

SPACIOUs 5*Villa/Strip/POOL/CHEF Kitchen/Office
RARE on the market! This absolutely Stunning, fully remodeled licensed Artsy home with a POOL, BUSINESS CENTER, CHEF KITCHEN is in the heart of historic DOWNTOWN-just 5 min drive to Las Vegas Strip, 10 min to Convention Center and 3 min to Fremont Experience. Nestled in a peaceful neighborhood this exquisite retreat is ideal for guests seeking luxury, comfort, and fun all in one place. Thoughtfully designed and beautifully equipped, this home meets all your family, business, and leisure needs.

Brand New Listing Modern Hacienda Home Heated Pool
Mi Casa es su casa =) Charming Brand new freshly renovated modern luxury hacienda home for you to have fun with the whole family. Best neighborhood in Vegas doesn't get any better than this. This stylish single family home is close to golf, tennis, shopping, hiking, and of course the famous Las Vegas strip. Enjoy some relaxed resort style vacation vibes with thoughtful touches to ensure a comfortable and memorable stay with family and friends. As always a VIP guest service experience with us.

2 Bedroom Townhome, Single story
Interior completely remodeled! 10 min from Las Vegas Strip, Red Rock 15 mins, Mt Charleston 30 mins, Lake Mead 30 mins. Private patio with BBQ & fire pit. Fully equipped kitchen. WiFi and 75” TV in living room 55”TVs in bdrooms. Ceiling fans in all rooms. Free parking and community pool. Property near busy street, higher noise level. Small dogs are welcome (25 lbs or less and no more the 2 dogs). No dogs allowed on furniture. Property is not intended to host events. Please no parties allowed.

Casa Stella | Chic Villa 5 Min Airport + Strip
Welcome to a design-forward private villa minutes from the Strip and five minutes from the airport—ideal for effortless arrivals and short luxury stays. Set on a rare quarter-acre lot, this 2,400-sq-ft contemporary retreat offers curated interiors, open living spaces, and a resort-style backyard rarely found this close to the action. Enjoy privacy, space, and easy access to dining, nightlife, and major venues. Effortless, private, and impeccably located — this offers the best of both worlds.

3BR Vegas Oasis- Private Pool - BBQ -Mins to Strip
CLOSE TO EVERYTHING in Vegas! 5 minute drive to Fremont St., Las Vegas Blvd, Arts District, World Market Center, Smith Center, Children's Museum & the Premium Outlets. 10 minutes to the Convention Center & the Strip. 20 minutes to Red Rock Canyon, and the airport. You’ll LOVE the private cozy back yard with pool, grill and covered patio. *Pool and spa are not heated* Perfect for couples, solo adventurers, business travelers, families with kids, and groups. Business License #G64-O888O.

Desert Oasis near Downtown Las Vegas
This is an awesome Palm Springs styled desert oasis to enjoy your Las Vegas experience! It has a spacious backyard equipped with an amazing pool, grill island, and multiple lounging areas. Enjoy a break from the desert heat with a dip in the pool of your private oasis! There is an office area with internet for remote work. All essentials that you may need for cooking, a Keurig, and a fully equipped laundry area are provided. Kick back and relax in this calm, stylish space. Lic. G71-06392

Quiet Family Oasis / GolfView / NoChores / 3Bed1Ba
Take it easy at this unique and tranquil getaway. Mid-century home built right at the 9th hole at the Las Vegas National Golf Course. 10 min from the strip, 10 min from the airport Pet friendly :) Fully stocked kitchen. Newly rennovated pool (unheated sorry) with wet deck and underwater bench. Patio furniture, daybed, and lounge chairs Fiber internet, Washer/Dryer, Rock Band, and board games NOTE: Only 1 Bathroom **For the sake of future guests, NO parties, NO smoking inside**

Stoney
Welcome to our inviting Airbnb escape, a true retreat nestled just 16 minutes away from the dazzling Las Vegas Strip. With 2 specious bedrooms, a refreshing pool and modern amenities, our home offers the perfect blend of comfort, style and convenience. Our Airbnb is strategically located, providing easy access to a variety of nearby facilities and services. In close proximity you can find a well equipped gym, Whole Foods Market and for a quick and tasty bite, the famous In-N-Out.

Trump Tower High Floor with Strip & Sphere View
This Deluxe Suite offers the best view at Trump Las Vegas. The unit is 600 sqft on 47th floor with south strip view ! The final price includes: tax & all the fees & Free Valet Parking , EXCLUDING the Transient Occupancy Fee (Note 1. section of :"other things to note" below). We信:Davidqinghe All reservation requires 48 hour in advance. The guests are responsible for any cancellation penalty (up to 50 % per airbnb policy) Min. age 21+ (for check in person only_hotel policy)
Popular amenities for Winchester rentals with a pool
House rentals with a pool

1/2Acre Luxury Strip Estate 1mi>S LVBlvd 5min-airp

Big Beautifully Decorated Home, 2 King Bds & WiFi!

ModernHome Minutes Away From Strip

Vista Villa

MID CENTURY OASIS – 3BR&2BA – POOL

Close to Strip | Heated Pool, Game Room, sleeps 8

4BR Private Home with Pool

Modern Home with Pool Near Strip
Condo rentals with a pool

Jockey Club 1 Bedroom Condo on LV Strip for 4

24073 MGM Signature Balcony Suite NO RESORT FEES

Palms Place 19th Floor Corner Suite Strip Views!

2BR Pool-View Balcony Near Strip | Hot Tub Parking

Vegas Condo Near Strip • Pools • Gated * Parking

Flamingo Bay 1 Bedroom

Charming Resort style condo, Close to The Strip

Modern 1BR Condo Near Strip! FREE Parking/Pool/Gym
Other vacation rentals with a pool

Vegas Villa Pool BBQ 5 mins to Las Vegas Strip!

Most Unique Penthouse on Las Vegas Strip!

Spa-Modern Home- 7 Mins from Strip

Strip view suite

Resort Style Designer Home w/ Heated Pool

Spectacular Views of Las Vegas

10min or less to Strip/Arts Dist/Fremont w/ Pool!

39305 Mnt View with Balcony! 2miles from Bellagio
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ848 | ﺩ.ﺇ881 | ﺩ.ﺇ966 | ﺩ.ﺇ1,039 | ﺩ.ﺇ1,014 | ﺩ.ﺇ918 | ﺩ.ﺇ914 | ﺩ.ﺇ911 | ﺩ.ﺇ918 | ﺩ.ﺇ1,006 | ﺩ.ﺇ925 | ﺩ.ﺇ936 |
| Avg. temp | 10°C | 12°C | 16°C | 20°C | 25°C | 31°C | 34°C | 33°C | 29°C | 21°C | 14°C | 9°C |
Quick stats about vacation rentals with a pool in Winchester

Total vacation rentals
Explore 1,610 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 21,170 verified reviews to help you choose

Family-friendly vacation rentals
580 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 300 rentals that welcome pets

Rentals with dedicated workspaces
930 properties have a dedicated workspace

Wi-Fi availability
1,560 of Winchester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winchester rentals

4.8 Average rating
Winchester stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Winchester's top spots, include AREA15, The STRAT Hotel, and Casino & SkyPod
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- Tuscany Suites and Casino
- Las Vegas Strip
- Lee Canyon
- Valley of Fire State Park
- Lake Mead
- Allegiant Stadium
- Caesars Palace
- Fremont Street Experience
- Las Vegas Ballpark
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- The STRAT Hotel, Casino & SkyPod
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- Mandalay Bay Convention Center
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- Downtown Container Park
- Welcome to Fabulous Las Vegas Sign
- Bellagio Conservatory & Botanical Garden
- Orleans Arena
- The Neon Museum
- Adventuredome Theme Park
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